Chloroacetic Acid → Benzoic acid, 2-(carboxymethoxy)-

HRID 1362364

反応式

HRID 1362364 の反応式
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[OH-].[Na+].Cl[CH2:14][C:15]([OH:17])=[O:16]>O>[C:15]([CH2:14][O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([OH:10])=[O:9])([OH:17])=[O:16]

参加物

5

反応物 3

HCID 300Chloroacetic AcidHCID 338Salicylic AcidHCID 14798Sodium Hydroxide

生成物 1

HCID 69461Benzoic acid, 2-(carboxymethoxy)-収率 24%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of salicylic acid (20 g, 145 mmol) in water (200 mL) is added carefully sodium hydroxide (60 g, 1.45 mol) followed by chloroacetic acid (27 g, 290 mmol). The mixture is refluxed for 5 d, cooled to room temperature and the precipitate is filtered and dried. Trituration with hexanes yielded the title compound (6.84 g, 24%) as a pink solid. 1H NMR (400 MHz, DMSO-d6) δ 7.65-7.66 (dd, 1H, J=8.0, 2.0 Hz), 7.45-7.47 (dd, 1H, J=8.0, 2.0 Hz), 6.97-7.05 (m, 2H), 4.77 (s, 2H).

後処理

  1. temperatureThe mixture is refluxed for 5 d
  2. filtrationthe precipitate is filtered
  3. customdried

出典と根拠

ORDレコード
ord-cb4210f1881b46afa449d7d980a42260
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

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